Tiger is adorable.
Jackson doesn't really wear clothes too much. In the winter-time, he does more. I have a few hoodies and coats for him. And t-shirts are usually worn only for holiday's, or a really chilly winter day (but not cold enough for a coat).
I have an adorable winter coat for him that is nylon on the outside, but soft fleece on the inside, with a hood, and it was only $10 from Walmart. It works so well for us all winter and it's my favorite one by far. I think the most I'd spend on a hoodie or jacket is $15-$20, to be honest. T-shirts--I always try to find really cheap shirts either in the $1 bin at Target, or on ebay, etc, but most I'd spend is probably $10.
I'm more of a collar/harness/tag freak

I've spent $25 on a nice collar, and am about to spend $10-$20 on a nice ID tag.

He wears them every day so I find it more worth it.